Leaside Real Estate

Leaside Real Estate

Welcome to Leaside, one of Toronto's most charming and sought-after neighborhoods! Nestled in the heart of the city, Leaside is a vibrant community known for its picturesque tree-lined streets, beautiful parks, and a strong sense of community spirit.

Originally developed in the early 20th century, Leaside has maintained its quaint, suburban feel while offering all the conveniences of urban living. The area boasts a rich history, with many heritage homes that reflect its architectural charm. Residents enjoy a blend of modern amenities and traditional character, making it an ideal place for families, professionals, and retirees alike.

Leaside's bustling commercial district is home to an array of boutique shops, cozy cafes, and gourmet restaurants, catering to every palate. The neighborhood is also known for its excellent schools, including Leaside High School and St. Anselm Catholic School, making it a top choice for families looking for quality education options.

For outdoor enthusiasts, Leaside offers numerous parks and recreational facilities. The expansive Leaside Memorial Community Gardens and the scenic Sunnybrook Park provide ample opportunities for walking, cycling, and enjoying nature. The neighborhood is also well-connected to public transit, making it easy to explore the rest of Toronto.

With its friendly atmosphere, beautiful surroundings, and a strong sense of community, Leaside is more than just a place to live; it’s a place to call home. Whether you're looking to buy, sell, or invest, Leaside offers a unique blend of comfort and convenience that is hard to resist. Come discover the charm of Leaside today!

Newest Listings in Leaside

130 Donlea Drive, Toronto
$2,995,000
5 Beds ⋅ 4 Baths ⋅ C14027934 MLS
An incredible forever family home awaits at 130 Donlea Drive! Unpack and move right in to this light-filled, turnkey 4+1 bedroom, 4 bathroom North Leaside stunner. Solid construction with stone front, quality finishes and custom built-ins. Absolutely light-filled and warm with 9ft ceilings, built-in speakers and thoughtful design throughout. All the comforts you would expect, including expansive kitchen & family room, heated floors, second floor laundry, side door to mudroom, built-in garage and more. Located in one of Toronto's most community oriented neighbourhoods. Walk to Eglinton crosstown transit, Northlea and Leaside High schools, and the shops, restaurants and grocery stores nearby. Short commute to CGS, Crescent, Havergal, Branksome, UCC, BSS, Greenwood and more.

130 Donlea Drive, Toronto
27 Berney Crescent, Toronto
$2,149,500
3 Beds ⋅ 4 Baths ⋅ C14024750 MLS
Welcome to 27 Berney Crescent, a charming family home tucked away on a quiet street in Leaside, one of Toronto's most sought-after neighbourhoods. The home offers an exceptional combination of character, space and everyday convenience. Set on a generous and very private lot, the home features three spacious bedrooms, four bathrooms, hardwood floors and traditional millwork. Bright and well-proportioned principal rooms provide comfortable spaces for both everyday living and entertaining, while the lower level adds valuable additional living space with heated floors, a large recreation room, laundry area and walkout to the private, mature backyard and patio. Additional highlights include ample storage and a deep backyard offering plenty of room to enjoy the outdoors. Ideally located close to excellent public and private schools, neighbourhood parks and green spaces, with convenient access to transit and major routes for an easy commute throughout the city. Enjoy being minutes from local shops, cafés, restaurants, grocery stores and everyday amenities on Bayview, all while living on a quiet residential street surrounded by established homes and mature trees. A wonderful opportunity to settle into a welcoming community and make this spacious, character-filled home your own.

27 Berney Crescent, Toronto
136 Glenvale Boulevard, Toronto
$1,499,000
4 Beds ⋅ 2 Baths ⋅ C14021250 MLS
Welcome to North Leaside living at its finest! This exceptional extra-wide semi-detached home has been beautifully renovated and thoughtfully expanded, offering nearly 2,000 sq. ft. of stylish living space, including a spacious rear addition and desirable third bedroom.Enjoy a brand-new kitchen with stainless steel appliances, new hardwood flooring throughout, and all-new windows. The bright, versatile layout is perfect for modern family living and entertaining.Outside, a private and spacious garden creates the perfect setting for summer BBQs and relaxation, complemented by a large storage shed. A rare private driveway with parking for up to 4 cars adds incredible convenience.Ideally located just steps from Northlea Public School with English & French Immersion programs, and minutes to Eglinton TTC, Leaside subway & LRT stations, Serena Gundy Park and Sunnybrook Dog Park.A rare opportunity to own a beautifully updated, move-in-ready home in one of North Leaside's most sought-after neighbourhoods.

136 Glenvale Boulevard, Toronto
35 Bessborough Drive, Toronto
$3,650,000
5 Beds ⋅ 5 Baths ⋅ C14011372 MLS
A rare offering on Bessborough in the heart of Leaside: a beautifully renovated 3-bedroom 3-bathroom home home paired with a brand-new, exceptionally finished 2+1 bedroom 2 bathroom garden residence, creating a remarkable 5+1 bedroom living opportunity at almost 3000 square feet across two distinct homes.The main house has been extensively renovated with a warm, elevated finish throughout. The main floor features hardwood flooring, a wood-burning fireplace, a Cameo kitchen with Statuario marble backsplash and Caesarstone quartz countertops, built-in wine fridge, and a convenient office area just off the kitchen. Upstairs, three bedrooms include a vaulted-ceiling primary retreat with heated ensuite floors, while the finished lower level adds valuable living space with a steam shower, heated floors, gym area. New windows, central air, a cedar deck, updated driveway and landscaped outdoor space complete the home.Far beyond a traditional garden suite, the newly built rear residence has been designed and finished to the standard of a luxury home in its own right. Offering two bedrooms plus a flexible office, nursery or sitting area, it features a custom Irpinia kitchen and millwork, Miele appliances, marble backsplash, Caesarstone quartz countertops and seating for six at the island/peninsula. Radiant in-floor heating runs throughout both levels, while the primary suite includes a walk-in closet, grasscloth feature wall and spa-inspired ensuite with soaker tub and separate water closet. Second-floor laundry, air conditioning and a private interlock walkway complete the space.Ideal for multigenerational living,extended family, guests, passive income or those looking for exceptional flexibility, this is a unique opportunity to enjoy two beautifully finished residences on one of Leaside's most sought-after streets.

35 Bessborough Drive, Toronto
15 Moorehill Drive, Toronto
$3,900,000
6 Beds ⋅ 4 Baths ⋅ C14010858 MLS
An exceptional family residence set on a impressive 76-foot lot in prestigious Bennington Heights, this beautifully appointed home offers 4,772 sq ft of finished living space across three levels, including the built-in double garage. With five plus one bedrooms, four bathrooms, generous principal rooms, and outstanding privacy, it is thoughtfully designed for comfortable family living and effortless entertaining. The main level features gracious living and dining rooms, a custom kitchen, and an inviting family room at the heart of the home. French doors and multiple walkouts extend the interiors to the private backyard and charming side gardens, creating a seamless connection between indoor and outdoor living, while abundant natural light enhances the home throughout. Upstairs the private primary suite features two custom walk-in closets and a marble appointed ensuite. Four additional bedrooms are bright and generously proportioned, providing excellent space for children, family, and guests. The finished lower level offers exceptional versatility with a spacious recreation room and nanny's room, laundry facilities, cedar closet a workshop, and extensive storage, easily accommodating recreation and the practical needs of a growing household. Bennington Heights is cherished for its tranquil, family-oriented streets and strong sense of community. The home is moments from ravine trails, Bennington Park, and the shops, restaurants, cafe, and the amenities of Bayview Avenue. Nearby schools include Bennington Heights Elementary School, Bessborough Drive Elementary and Middle School, and Leaside High School. A distinguished Bennington Heights residence offering exceptional space, privacy and family living.

15 Moorehill Drive, Toronto
33 Frederick Todd Way Unit 817, Toronto
$498,000
1 Beds ⋅ 1 Baths ⋅ C13886236 MLS
Immaculately kept and move-in ready. Sunrise views and floor-to-ceiling windows fill this open-concept suite with natural light. Modern kitchen with integrated appliances, spacious bedroom with walk-in closet, full-size washer and dryer, and a private balcony. Owned locker included. Full amenities including indoor pool, gym, party room, co-working space, and 24-hour concierge. Steps to the Eglinton Crosstown LRT, Sunnybrook Park, and Leaside shops - with quick DVP access. Perfect for first-time buyers, professionals, or investors.

33 Frederick Todd Way Unit 817, Toronto
45 Industrial Street Unit 213-217, Toronto
$1,872,000
C13881452 MLS
This unit may be reduced down into several different sized units. Construction complete. Ready for occupancy. New attractive flex space with open ceilings, large windows. Suits; warehouse/manufacturing, office, studio, storage, creative/service uses. Close to Leaside big box amenities and new Laird LRT station. Tax unassessed. Maintenance $2.93/ft/annum. Great location for accessing mid Toronto and downtown. Easy access to DVP and 401 Highways. Accessed by both freight (with exterior loading) and passenger elevator.

45 Industrial Street Unit 213-217, Toronto
796-800 Eglinton Avenue E, Toronto
$3,195,000
C13868936 MLS
MIXED-USE RETAIL INVESTMENT IN THE HEART OF LEASIDE: 42 ft frontage / 5,508 SF building / 2 commercial units on ground floor / 4 apartments on second floor / roof top sign income. ***** LOCATION: within MTSA / steps from laird LRT station / vibrant LEASIDE community with average household income of $258,000. ***** RETAIL STORES: two retail stores with open layouts, high ceilings and flexible leases for value-add investment or owner use. ***** APARTMENTS: four apartments on second floor / skylights / shared laundry room. ***** BASEMENT: basement shop may be separately leased for additional income. ***** PARKING: double garage at rear plus parking pad for 2 cars / paid parking along Eglinton Ave. E. ***** DEVELOPMENT: MTSA designation / mixed-use land use designation / 6,000+ condo units currently under construction or planned for development in the area.

796-800 Eglinton Avenue E, Toronto
796-800 Eglinton Avenue E, Toronto
$3,195,000
C13868932 MLS
MIXED-USE RETAIL INVESTMENT IN THE HEART OF LEASIDE: 42 ft frontage / 5,508 SF building / 2 commercial units on ground floor / 4 apartments on second floor / roof top sign income. ***** LOCATION: within MTSA / steps from laird LRT station / vibrant LEASIDE community with average household income of $258,000. ***** RETAIL STORES: two retail stores with open layouts, high ceilings and flexible leases for value-add investment or owner use. ***** APARTMENTS: four apartments on second floor / skylights / shared laundry room. ***** BASEMENT: basement shop may be separately leased for additional income. ***** PARKING: double garage at rear plus parking pad for 2 cars / paid parking along Eglinton Ave. E. ***** DEVELOPMENT: MTSA designation / mixed-use land use designation / 6,000+ condo units currently under construction or planned for development in the area.

796-800 Eglinton Avenue E, Toronto
16B Kenrae Road, Toronto
$1,980,000
3 Beds ⋅ 4 Baths ⋅ C13861416 MLS
Welcome to 16B Kenrae Road, an exceptional custom-built three-bedroom, four-bathroom semi-detached home in the sought-after South Leaside neighbourhood. Thoughtfully designed with an emphasis on quality, style, and functionality, this impressive residence showcases high-end finishes, soaring ceilings, expansive windows, built-in speakers throughout, and beautifully proportioned open-concept living spaces throughout. The main level is centred around a spectacular chef-style kitchen featuring a built-in island, premium Wolf and Sub-Zero appliances, abundant cabinetry, and exceptional storage. The bright and spacious principal rooms provide the perfect setting for both everyday living and entertaining, with a walkout leading to a beautiful rear deck and tranquil outdoor space. A stylish powder room completes the main floor.Upstairs, the spacious primary retreat offers a serene escape with a luxurious four-piece ensuite, while the generously sized second and third bedrooms share a well-appointed bathroom. The lower level further enhances the home's versatility, offering direct interior access to the one-car garage, a full bathroom, roughed-in kitchen, and a bright walkout to the beautifully landscaped backyard with built in irrigation, creating an ideal space for a recreation room, guest suite, or additional living area.Outside, the property is equally impressive, featuring exceptional landscaping and mature greenery, a private heated driveway and front stairway, elegant porcelain facade, and a beautifully designed backyard oasis. Located in one of Toronto's most desirable family-friendly neighbourhoods, this exceptional home combines sophisticated design with thoughtful functionality in a prime South Leaside setting. A rare opportunity not to be missed.

16B Kenrae Road, Toronto
817 Millwood Road, Toronto
$2,048,000
3 Beds ⋅ 3 Baths ⋅ C13857122 MLS
Beautifully Renovated South Leaside Family Home! Lovingly cared for and thoughtfully renovated, this detached home offers a warm, functional layout in one of Toronto's most sought-after family neighbourhoods. The bright main floor features an elegant living room featuring a wood-burning fireplace and a completely renovated kitchen and dining area, creating an inviting space for everyday living and entertaining. Upstairs, you'll find three comfortable bedrooms and beautifully updated bathrooms. The perfect layout for everyday life. The fully finished lower level adds valuable living space with a spacious recreation room, an additional 3-piece bathroom, laundry, and plenty of storage-perfect for a kids' playroom, family room, or home office. A finished attic provides even more flexible bonus space. Outside, enjoy an incredible private backyard with plenty of room for kids to play, entertain, and relax, plus a large shed for additional storage. Freshly painted, meticulously maintained, and truly move-in ready. Complete with parking and ideally located just steps from excellent schools, parks, shops, restaurants, and TTC. A wonderful opportunity to put down roots in the heart of South Leaside.

817 Millwood Road, Toronto
63 Thursfield Crescent, Toronto
$1,190,000
4 Beds ⋅ 2 Baths ⋅ C13857082 MLS
Welcome to 63 Thursfield Crescent, a charming family home tucked away on a quiet, tree-lined street in the heart of highly sought-after North Leaside. Offering a wonderful blend of warmth, functionality, and flexibility, this inviting residence provides comfortable living spaces designed to grow with you. The main floor offers an easy flow for everyday living and entertaining, while the home's multiple bedrooms and finished lower level provide plenty of room for family, guests, a home office, or recreation space. Outdoors, enjoy a private backyard with a rear deck and space to relax, entertain, and play. A rear garage adds valuable versatility for parking, storage, or additional workspace. Ideally located within the coveted Northlea Public and Leaside Secondary School districts and surrounded by parks, shops, restaurants, transit, and the everyday conveniences that make Leaside such a beloved neighbourhood. A fantastic opportunity to settle into an established community and make this home your own.

63 Thursfield Crescent, Toronto
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